Synthesis and biological evaluation of 5-benzylidenerhodanine-3-acetic acid derivatives as AChE and 15-LOX inhibitors

被引：22

作者：

Shafii, Negah ^{[1
]}

Khoobi, Mehdi ^{[2
,3
]}

Amini, Mohsen ^{[2
,3
]}

Sakhteman, Amirhossein ^{[4
]}

Nadri, Hamid ^{[4
]}

Moradi, Alireza ^{[4
]}

Emami, Saeed ^{[5
,6
]}

Moghadam, Ebrahim Saeedian ^{[2
,3
]}

Foroumadi, Alireza ^{[2
,3
]}

Shafiee, Abbas ^{[1
,2
,3
]}

机构：

[1] Univ Tehran Med Sci, Tehran 14176, Iran

[2] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran 14176, Iran

[3] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran 14176, Iran

[4] Shahid Sadoughi Univ Med Sci, Dept Med Chem, Fac Pharm, Yazd, Iran

[5] Mazanderan Univ Med Sci, Dept Med Chem, Sari, Iran

[6] Mazanderan Univ Med Sci, Pharmaceut Sci Res Ctr, Fac Pharm, Sari, Iran

来源：

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY | 2015年 / 30卷 / 03期

关键词：

2-Thioxothiazolidin-4-one; 15-lipoxygenase; acetylcholinesterase; docking study; inhibitors; rhodanines; ALDOSE REDUCTASE INHIBITOR; TAU AGGREGATION INHIBITORS; ANTIFUNGAL ACTIVITY; ACETYLCHOLINESTERASE; RHODANINE; DOCKING; SERIES;

D O I：

10.3109/14756366.2014.940935

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 5-benzylidenerhodanine-3-acetamides bearing morpholino-, 4-arylpiperazinyl-, or 4-benzylpiperidinyl-moieties were synthesized and their inhibitory activities against acetylcholinesterase (AChE) were evaluated. Alteration of amide part and substitution on the benzylidene moiety resulted in change of anti-AChE activity. The most active compound was the 1-benzylpiperidinyl derivative containing 4-(dimethylamino) benzylidene scaffold. Notably, the intermediate compounds, namely 5-arylidene-rhodanine-3-acetic acids (3), showed mild inhibitory activity against 15-lipoxygenase (15-LOX), while the final compound 4 showed no activity against 15-LOX.

引用

页码：389 / 395

页数：7

共 50 条

[21] Synthesis and biological evaluation of echinocystic acid derivatives as HCV entry inhibitors
Yu, Fei
Wang, Qi
Wang, Han
Si, Long-Long
Liu, Jia-Xin
Han, Xu
Xiao, Su-Long
Zhang, Li-He
Zhou, De-Min
CHINESE CHEMICAL LETTERS, 2016, 27 (05) : 711 - 713
[22] New benzothiophene derivatives as dual COX-1/2 and 5-LOX inhibitors: synthesis, biological evaluation and docking study
El-Miligy, Mostafa M. M.
Hazzaa, Aly A.
El-Messmary, Hanan
Nassra, Rasha A.
El-Hawash, Soad A. M.
FUTURE MEDICINAL CHEMISTRY, 2017, 9 (05) : 443 - 468
[23] Synthesis and biological evaluation of rhodanine derivatives as PRL-3 inhibitors
Ahn, JH
Kim, SJ
Park, WS
Cho, SY
Ha, JD
Kim, SS
Kang, SK
Jeong, DG
Jung, SK
Lee, SH
Kim, HM
Park, SK
Lee, KH
Lee, CW
Ryu, SE
Choi, JK
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (11) : 2996 - 2999
[24] Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors
Tangherlini, Giovanni
Torregrossa, Tullio
Agoglitta, Oriana
Koehler, Jens
Melesina, Jelena
Sippl, Wolfgang
Holl, Ralph
BIOORGANIC & MEDICINAL CHEMISTRY, 2016, 24 (05) : 1032 - 1044
[25] Synthesis and biological evaluation of diclofenac acid derivatives as potential lipoxygenase and α-glucosidase inhibitors
Sardar, Asma
Abid, Obaid-ur-Rahman
Rehman, Wajid
Rasheed, Liaqat
Alanazi, Mohammed M.
Daud, Saima
Rafiq, Muhammad
Wadood, Abdul
Shakeel, Muhammed
ROYAL SOCIETY OPEN SCIENCE, 2024, 11 (11):
[26] Synthesis and Biological Evaluation of N-Substituted Sophocarpinic Acid Derivatives as CoxsackievirusB3 Inhibitors
Gao, Li-Mei
Tang, Sheng
Wang, Yan-Xiang
Gao, Rong-Mei
Zhang, Xin
Peng, Zong-Gen
Li, Jian-Rui
Jiang, Jian-Dong
Li, Yu-Huan
Song, Dan-Qing
CHEMMEDCHEM, 2013, 8 (09) : 1545 - 1553
[27] Stereoselective synthesis and biological evaluation of 3,4-diaminocyclohexanecarboxylic acid derivatives as factor Xa inhibitors
Nagata, Tsutomu
Nagamochi, Masatoshi
Kobayashi, Shozo
Komoriya, Satoshi
Yoshino, Toshiharu
Kanno, Hideyuki
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (16) : 4587 - 4592
[28] Synthesis, biological evaluation and SAR studies of ursolic acid 3β-ester derivatives as novel CETP inhibitors
Chen, Chao
Sun, Renhua
Sun, Yan
Chen, Xuan
Li, Fei
Wen, Xiaoan
Yuan, Haoliang
Chen, Dongyin
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2020, 30 (02)
[29] Synthesis and biological evaluation of 1,3,4-thiadiazole analogues as novel AChE and BuChE inhibitors
Skrzypek, Alicja
Matysiak, Joanna
Niewiadomy, Andrzej
Bajda, Marek
Szymanski, Pawel
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 : 311 - 319
[30] Synthesis and pharmacological evaluation of some indanone-3-acetic acid derivatives
Saravanan, V. S.
Selvan, R. Senthamil
Gopal, N.
Gupta, Jayantha Kumar
ASIAN JOURNAL OF CHEMISTRY, 2006, 18 (04) : 2597 - 2604

← 1 2 3 4 5 →